Potassium Carbonate → HCID 25099830, Verbindung

HRID 2382008Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2382008
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[CH:12][C:11]([C:14](Cl)=[O:15])=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[F:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[N:23]([NH2:27])[CH:22]=[CH:21]2.C(=O)([O-])[O-].[K+].[K+]>CCOC(C)=O.O>[F:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[N:23]([NH:27][C:14]([C:11]1[CH:10]=[N:9][C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[N:13][CH:12]=1)=[O:15])[CH:22]=[CH:21]2

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 45078690HCID 45078690, VerbindungHCID 874965532-(3-Fluoro-phenyl)-pyrimidine-5-carboxylic acid chloride

Produkt 1

HCID 25099830HCID 25099830, VerbindungAusbeute 42,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

A solution of 2-(3-fluoro-phenyl)-pyrimidine-5-carboxylic acid chloride (1 mmol) in EtOAc (20 mL) is added to a stirred solution of 5-fluoro-indol-1-ylamine (1 mmol) and potassium carbonate (1 mmol) in EtOAc (10 mL) and H2O (20 mL) at rt and the reaction mixture is stirred at rt overnight. EtOAc is evaporated in vacuo, and the resulting solid is collected by filtration to afford 2-(3-fluoro-phenyl)-pyrimidine-5-carboxylic acid (5-fluoro-indol-1-yl)-amide (148 mg, 42%) as a solid. MS: 351 (M+H); 1H NMR (300 MHz, CDCl3): δ 6.56 (m, H) 7.02 (m, H), 7.12-7.34 (m, 3H), 7.51 (m, H), 8.24 (d, H), 8.34 (s, H), 8.92 (br, H), 9.24 (br, 2H).

Aufarbeitung

  1. customEtOAc is evaporated in vacuo
  2. filtrationthe resulting solid is collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-6130acf6e43349deb9808509dde3d5aa
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08258130B2

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